Abstract: A polymerizable compound is represented by the formula (I). Each R1 independently represents a monovalent group having from 3 to 12 carbon atoms that comprises at least one of an epoxy group, an acryl group, or a methacryl group. Each R2 independently represents H, F, Cl, Br, C1-C12 alkyl, C2-C3 carbonylalkyl, or C2-C5 carboalkoxy. Each R3 independently represents C H, F, Cl, Br, C1-C12 alkyl, C2-C3 carbonylalkyl, or C2-C5 carboalkoxy. Each n is independently 0, 1, 2, 3, or 4. Curable compositions including the polymerizable compound are also disclosed.

Abstract: The present disclosure provides an orthodontic article including the reaction product of the polymerizable composition. Further, the present disclosure provides polymerizable compositions and methods of making an orthodontic article. The method includes obtaining a polymerizable composition and selectively curing the polymerizable composition to form an orthodontic article. Further, methods are provided, including receiving, by a manufacturing device having one or more processors, a digital object comprising data specifying an orthodontic article; and generating, with the manufacturing device by an additive manufacturing process, the orthodontic article based on the digital object. A system is also provided, including a display that displays a 3D model of an orthodontic article; and one or more processors that, in response to the 3D model selected by a user, cause a 3D printer to create a physical object of an orthodontic article.

Abstract: An orthodontic article is described comprising the reaction product of a free-radically polymerizable resin; a first free-radical photoinitiator having sufficient absorbance at a first wavelength range; and a second free-radical initiator selected from a second photoinitiator having sufficient absorbance at a second wavelength range, wherein the second wavelength range is different than the first wavelength range, or a thermal free-radical initiator. In some embodiments, the first free-radical photoinitiator exhibits a maximum absorbance at a wavelength of the range of 370-380 nm or 320-330 nm and/or comprises photoinitiator groups selected from acyl phosphine oxide or alkyl amine acetophenone. Also described are photopolymerizable compositions and methods.

Abstract: A method of treating a tooth of a patient includes introducing an oxidizing composition into an oral cavity of the patient such the oxidizing composition contacts the tooth. The method further includes introducing an oral care composition into the oral cavity such that the oral care composition contacts the tooth, wherein the oral care composition comprises an iodide or thiocyanate.

Abstract: Disclosed herein are non-aqueous compositions including: a flowable Part A including at least one resin and Reactant A; and a flowable Part B including at least one resin and Reactant B; wherein at least one of flowable Part A and flowable Part B further includes a free radically polymerizable resin; wherein at least one of flowable Part A and flowable Part B further includes a free radical initiator system; wherein flowable Part A and flowable Part B are capable of being mixed to provide a flowable mixed composition; wherein when flowable Part A and flowable Part B are mixed, Reactant A and Reactant B are capable of interacting to cause a non-free radical reaction within a first staging time to provide a first staged stable consistency for the mixed composition; wherein Reactant A comprises an acid and Reactant B comprises a base, and upon mixing flowable Part A and flowable Part B, the Reactant A acid is capable of reacting with the Reactant B base in an ionic acid-base reaction; and wherein the mixed compo

Abstract: A curable dental composition includes a compound having structural formula (A) where X is an amine-, oxygen-, or sulfur-containing linkage; Y is an amine-, oxygen-, or sulfur-containing linkage; n is 1-15; m is 1-5; p is 1-5, with the proviso that when p is greater than 1, m is 1; each R1 is, independently, an alkyl or aryl group having 2 to 20 carbon atoms that is linear, branched, cyclic, or some combination thereof, and optionally includes one or more heteroatoms or unsaturated bonds; and each R2 is, independently, a hydrogen atom or CH3 The composition also includes filler. The filler is present in an amount of at least 25 wt.-%, based on the total weight of the curable dental composition.

Abstract: Dental compositions and methods of formulating a dental composition are described. In one embodiment, the dental composition comprises a polymerizable resin comprising one or more ethylenically unsaturated monomers or oligomers and nanoparticles. The nanoparticles have a refractive index of at least 1.600 and an average discrete or aggregate particle size of no greater than 100 nm. The dental composition further comprises inorganic metal oxide filler having a discrete or aggregate average particle size of at least 200 nm. The nanoparticles are present at a concentration to provide a refractive index differential between the cured polymerizable resin and inorganic metal oxide filler such that the contrast ratio of the dental composition is at least 40.

Abstract: A method of thermoforming is described. The method comprises providing a multilayer polymer film comprising at least one first thermoplastic polymer layer having a glass transition temperature (Tg) greater than 60° C. and at least one second polymer layer; and thermoforming the multilayer polymer film into a three-dimensional shape. The second polymer layer can be characterized by one or more properties selected from i) a Tg ranging from 20 to 70° C.; ii) a molecular weight between crosslinks of no greater than 20,000 g/mole; and iii) sufficient crosslinking such that the second polymer layer lacks a thermal melt or softening transition at a temperature up to the decomposition temperature of the second polymer layer. Also described are multilayer films and articles, such as orthodontic aligner and retainer trays.

Abstract: Disclosed herein are non-aqueous compositions including: a flowable Part A including at least one resin and Reactant A; and a flowable Part B including at least one resin and Reactant B; wherein at least one of flowable Part A and flowable Part B further includes a free radically polymerizable resin; wherein at least one of flowable Part A and flowable Part B further includes a free radical initiator system; wherein flowable Part A and flowable Part B are capable of being mixed to provide a flowable mixed composition; wherein when flowable Part A and flowable Part B are mixed, Reactant A and Reactant B are capable of interacting to cause a non-free radical reaction within a first staging time to provide a first staged stable consistency for the mixed composition; wherein Reactant A comprises an acid and Reactant B comprises a base, and upon mixing flowable Part A and flowable Part B, the Reactant A acid is capable of reacting with the Reactant B base in an ionic acid-base reaction; and wherein the mixed compo

Abstract: A polymerizable composition is described comprising at least one monomer, oligomer, polymer, or a combination thereof comprising ethylenically unsaturated groups; and at least one cyclic imide monomer comprising an ?, ?-unsaturated carbonyl. The cyclic imide monomer comprises an imide group and the ?, ?-unsaturated carbonyl in a heterocyclic ring wherein the ring comprises at least 6 covalently bonded atoms. Also described are cyclic imide monomers, (e.g. hardcoat) compositions, methods of making a coated substrate, cyclic imide monomers, and methods of making cyclic imide monomers.

Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes at least one urethane component, at least one monofunctional reactive diluent, an initiator, and optionally an inhibitor. The present disclosure also provides an article including the reaction product of the photopolymerizable composition. Further, the present disclosure provides a method of making an article. The method includes (i) providing a photopolymerizable composition and (ii) selectively curing the photopolymerizable composition to form an article. The method optionally also includes (iii) curing unpolymerized urethane component and/or reactive diluent remaining after step (ii). Further, methods are provided, including receiving, by a manufacturing device having one or more processors, a digital object comprising data specifying an article; and generating, with the manufacturing device by an additive manufacturing process, the article based on the digital object.

Abstract: Curable compositions comprise at least one (meth)acrylate monomer; silver; and a photoinitiator system. The photoinitiator system comprises at least one cyclic ?-diketone represented by the formula (I) or a tautomer thereof, wherein: R1 represents H or an organic moiety having from 1 to 32 carbon atoms and optionally 1 to 12 heteroatoms selected from O, N, and combinations thereof; each R2 independently represents H or an aliphatic group having from 1 to 12 carbon atoms, and up to two of oxygen and sulfur atoms; and n represents 1, 2, or 3; and at least one Type II photoinitiator. Methods of making and using the compositions are also disclosed.

Abstract: A curable composition comprises at least one monomer comprising at least one (meth)acryl group and a photoinitiator system. The photoinitiator system comprises at least one Type II photoinitiator and at least one cyclic ?-diketone represented by the formula (I) or a tautomer thereof. R1 represents an organic moiety having at least one free-radically polymerizable group. Each R2 independently represents H or an aliphatic group having from 1 to 12 carbon atoms, and up to two of oxygen and sulfur atoms, n represents 1, 2, or 3.

Abstract: The present disclosure provides a photopolymerizable composition comprising 50-90 wt % of at least one urethane component, 5-50 wt % of at least one reactive diluent, 0.1-5 wt % of a photoinitiator, and optionally an inhibitor, wherein said composition has a viscosity at a temperature of 40 degrees Celsius of 10 Pa·s or less, as determined using a magnetic bearing rheometer using a 40 mm cone and plate measuring system at a shear rate of 0.1 l/s. The present disclosure also provides an article including the reaction product of the photopolymerizable composition, in which the article exhibits an elongation at break of 25% or greater. Further, the present disclosure provides a method of making an article including (i) providing a photopolymerizable composition and (ii) selectively curing the photopolymerizable composition to form an article. The method optionally also includes (iii) curing unpolymerized urethane component and/or reactive diluent remaining after step (ii).

Abstract: Orthodontic articles and polymerizable resin compositions are described. The orthodontic article comprises a cured composition comprising the reaction product of free-radically polymerizable resin comprising 30 to 70 wt. %, inclusive, of at least one urethane component, and 25 to 70 wt. %, inclusive, of reactive diluent(s) comprising at least one monofunctional (meth)acrylate monomer. The polymerizable resin comprises no greater than 35 wt. % of reactive diluent(s) having a high affinity for water. Reactive diluent(s) such as monofunctional (meth)acrylate monomers having a high affinity for water have low log P values. In one embodiment, the polymerizable resin comprises at least one acidic monomer.

Abstract: A radiation curable composition including at least one radiation hardenable component, a photo-initiator, and a filler material having a population of particulates in an amount greater than or equal to 50% by weight of the printable composition. The population of particulates exhibits a median diameter (D50) of greater than or equal to 0.3 micrometer on a volume-average basis as determined using the Particle Size Test Method, and the radiation curable composition exhibits a viscosity of less than or equal to 150 Pa s when measured using the Viscosity Test Method. A method, apparatus, and systems for producing composite articles by selectively exposing a portion of the radiation curable composition to a source of actinic radiation to at least partially cure the exposed portion of the radiation curable composition, thereby forming a hardened layer, preferably by an additive manufacturing process such as stereophotolithography, are also described. The composite articles may include composite dental restorations.

Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes at least one urethane component, at least one monofunctional reactive diluent, an initiator, and optionally an inhibitor. The present disclosure also provides an article including the reaction product of the photopolymerizable composition. Further, the present disclosure provides a method of making an article. The method includes (i) providing a photopolymerizable composition and (ii) selectively curing the photopolymerizable composition to form an article. The method optionally also includes (iii) curing unpolymerized urethane component and/or reactive diluent remaining after step (ii). Further, methods are provided, including receiving, by a manufacturing device having one or more processors, a digital object comprising data specifying an article; and generating, with the manufacturing device by an additive manufacturing process, the article based on the digital object.

Abstract: Polymerizable compositions suitable for use for 3D printed (e.g. orthodontic) articles, especially orthodontic alignment trays, are described. The polymerizable composition comprises a) 30-70 parts by weight of (meth)acrylate monomer(s); and b) urethane (meth)acrylate polymer; wherein the reaction product comprises at least 1 wt. % polymerized units of a multifunctional compound comprising pendent cyclic moieties. The orthodontic article comprises the reaction product of a polymerizable composition as described herein. The urethane (meth)acrylate polymer typically comprises polymerized units of a multifunctional compound comprising pendent cyclic moieties and/or at least one (meth)acrylate monomer comprises polymerized units of a multifunctional compound comprising pendent cyclic moieties. Also described are methods of making an article, non-transitory machine-readable medium comprising data representing a three-dimensional model of an article, and systems.

Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes at least one urethane component, at least one monofunctional reactive diluent, an initiator, and optionally an inhibitor. The present disclosure also provides an article including the reaction product of the photopolymerizable composition. Further, the present disclosure provides a method of making an article. The method includes (i) providing a photopolymerizable composition and (ii) selectively curing the photopolymerizable composition to form an article. The method optionally also includes (iii) curing unpolymerized urethane component and/or reactive diluent remaining after step (ii). Further, methods are provided, including receiving, by a manufacturing device having one or more processors, a digital object comprising data specifying an article; and generating, with the manufacturing device by an additive manufacturing process, the article based on the digital object.

Abstract: Dental compositions and methods of formulating a dental composition are described. In one embodiment, the dental composition comprises a polymerizable resin comprising one or more ethylenically unsaturated monomers or oligomers and nanoparticles. The nanoparticles have a refractive index of at least 1.600 and an average discrete or aggregate particle size of no greater than 100 nm. The dental composition further comprises inorganic metal oxide filler having a discrete or aggregate average particle size of at least 200 nm. The nanoparticles are present at a concentration to provide a refractive index differential between the cured polymerizable resin and inorganic metal oxide filler such that the contrast ratio of the dental composition is at least 40.